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| Preface to the Second Edition Preface to First Edition 1 Introduction—Molecular Structure and Reactivity 1. How to Write Lewis Structures and Calculate Formal Charges 2. Representations of Organic Compounds 3. Geometry and Hybridization 4. Electronegativities and Dipoles 5. Resonance Structures 6. Aromaticity and Antiaromaticity 7. Tautomers and Equilibrium 8. Acidity and Basicity 9. Nucleophiles and Electrophiles 2 General Principles for Writing Reaction Mechanisms 1. Balancing Equations 2. Using Arrows to Show Moving Electrons 3. Mechanisms in Acidic and Basic Media 4. Electron-Rich Species: Bases or Nucleophiles? 5. Trimolecular Steps 6. Stability of Intermediates 7. Driving Forces for Reactions 8. Structural Relationships between Starting Materials and Products 9. Solvent Effects 10. A Last Word 3 Reactions of Nucleophiles and Bases 1. Nucleophilic Substitution 2. Eliminations at Saturated Carbon …… 4 Reactions Involving Acids and Other Electrophiles 5 Radicals and Radical Anions 6 Pericyclic Reactions 7 Additional Problems Appendix A Lewis Structures of Common Functional Groups Appendix B Symbols and Abbreviations Used in Chemical Notation Appendix C Relative Acidities of Common Organic and Inorganic Substances Index |
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